Chin. J. Org. Chem. ›› 2008, Vol. 28 ›› Issue (04): 693-699. Previous Articles     Next Articles

Original Articles

焦脱镁叶绿酸-a甲酯20-meso-1-位的亲电取代反应

王进军a,b,李家柱b,c, 殷军港b,刘永军*,a   

  1. (a中国科学院西北高原研究所 西宁 810001)
    (b烟台大学化学生物理工学院 烟台 264005)
    (c烟台大学药学院 烟台 264005)
  • 收稿日期:2007-04-13 修回日期:2007-09-10 发布日期:2008-04-17
  • 通讯作者: 刘永军

Electrophilic Reaction of Methyl Pyropheophorbide-a at 20-meso-1-Position

WANG Jin-Juna,b,LI Jia-Zhub,c,YIN Jun-Gangb,LIU Yong-Jun*,a   

  1. (a Northwest Institute of Plateau Biology, Chinese Academy of Sciences, Xining 810001)
    (b Science and Engineering College of Chemistry and Biology, Yantai Univer-sity, Yantai 264005)
    (c College of Pharmacy, Yantai University, Yantai 264005)
  • Received:2007-04-13 Revised:2007-09-10 Published:2008-04-17
  • Contact: LIU Yong-Jun

By using the electrophilic reaction of methyl pyropheophorbide-a with various electrophilic reagents, the new 20-meso-(nitro and halogen)-substituted pyropheophorbide derivatives were obtained, the structures of which were characterized by UV, IR, 1H NMR spectra and elemental analysis. The aromaticity and reactive activity of the chlorin ring in the chlorophyll-a derivatives were discussed and the possible mechanism for the electrophilic reaction was tentatively proposed as well.

Key words: electrophilic substitution reaction, methyl pyropheophorbide-a, chlorophyll-a derivative, photodynamic therapy